Top 75 Chief Pilot Jobs

Chief Pilot
Makers Air —Fort Lauderdale, FL
- Weekends as needed
- 3 years
- Travel
- Mentoring
- Paid holidays
- Disability insurance
Quick Apply
Chief Pilot - Part 91 & Part 135 Operations
Naples Jet Center —Naples, FL
- $175,000 - $225,000 a year
- Full-time
- Background check
- Management
- Customer service
- Health savings account
- Relocation assistance
Quick Apply
6d
Chief Pilot - Certified Flight Instructor
Maverick Pilot Development —Prescott, AZ
- $60,000 - $150,000 an hour
- Full-time
- Administrative experience
- Business development experience
- Mentoring
Quick Apply
5h
Fire Boss Chief Pilot
Advanced Flight Training and Leasing —South Saint Paul, MN
- Online Application
- Microsoft PowerPoint
- Classroom
- HIPAA
- Paid holidays
- Disability insurance
Quick Apply
Chief Pilot - US
Nutrien US LLC —Chicago, IL
- $169,100 - $314,000 a year
- Full-time
- Background check
- 5 years
- Bachelor's degree
- Paid holidays
- Disability insurance
Chief Pilot - Autonomy Commercial Operations
Joby Aviation —Concord, CA
- $213,100 - $245,000 a year
- Full-time
- 3 years
- Senior level
- Leadership
- Employee stock purchase plan
- Disability insurance
Chief Pilot
Alerion Aviation —West Palm Beach, FL
- Weekends as needed
- Customer service
- Pass drug screening
- Mentoring
- Health savings account
- AD&D insurance
Assistant Chief Pilot (1099 Contractor)
Beeline UAS —Remote
- $100 an hour
- Part-time
- Management
- No experience needed
- Travel
Quick Apply
5d
Chief Pilot
Akima, LLC —Albuquerque, NM
- Military
- 3 years
- High school diploma or GED
10d
0025 - Chief Pilot
Alakaʻi Services and Poe'hana Group, Inc. —Honolulu, HI
- Full-time
- 11+ years
- Travel
- Recruiting
Quick Apply
Assistant Chief Pilot - Naples FL
Byerly Aviation —Naples, FL
- $175,000 - $225,000 a year
- Full-time
- Management
- Customer service
- 3 years
- Relocation assistance
- Health insurance
Quick Apply
6d
Chief Pilot (Part 121)
Everts Air —Fairbanks, AK
- Full-time
- Microsoft Word
- Microsoft Excel
- Computer literacy
- Paid jury duty
- Paid holidays
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Assistant Chief Pilot
Contour —Smyrna, TN
- Weekends as needed
- Clean driving record
- Microsoft Excel
- Microsoft Outlook
- Disability insurance
- Dental insurance
Quick Apply
11d
Northeast Regional Chief Pilot
Tradewind Aviation LLC —West Harrison, NY
- $155,000 - $200,000 a year
- Full-time
- Office
- Recruiting
- Senior level
- Travel reimbursement
- Health insurance
CHIEF PILOT - UNCLASSIFIED
State of Nevada —Carson City, NV
- Full-time
- High school diploma or GED
- Senior level
Chief Pilot
Air Methods —Greenwood Village, CO
- $130,250 - $170,000 a year
- Full-time
- Microsoft Excel
- Microsoft Outlook
- Computer literacy
Quick Apply
Jet Aviation Staffing-Chief Pilot
Jet Aviation —Pennsylvania
- $150,000 - $200,000 a year
- Data analysis skills
- Ability to climb stairs
- Bachelor's degree
Chief Pilot
Pacifico Energy Group —Titusville, FL
- Extended hours
- 5 years
- Writing skills
- Ability to lift 50 pounds
Quick Apply
LIFT Academy - Chief Flight Instructor
Republic Airways —Indianapolis, IN
- Full-time
- Senior level
Senior Assistant Chief Flight Instructor
Embry-Riddle Aeronautical University —Prescott, AZ
- Online Application
- Management
- 5 years
- University
- Health savings account
- Paid holidays

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Chief Pilot

Makers Air
Fort Lauderdale, FL

Quick Apply

Job Details

Full-time

Benefits

Paid holidays
Disability insurance
Health insurance
Dental insurance
Paid time off
Employee assistance program
Vision insurance
Life insurance
Retirement plan
Pet insurance

Qualifications

Safety regulations
Airline regulations compliance
Mentoring
Pilot License
Crew management
FAR Part 135 regulation
General management
Commercial Pilot License (CPL)
Commanding aircraft
Managing air transportation teams

Full Job Description

Description:

Makers Air is seeking an experienced, safety-driven Chief Pilot to lead our FAA Part 135 flight operations. This hands-on leadership role is responsible for overseeing pilot performance, regulatory compliance, training, and operational excellence while supporting safe and reliable service throughout Florida and the Bahamas. The ideal candidate is a collaborative leader who is passionate about mentoring pilots, building a strong safety culture, and driving continuous operational Improvement.

Essential Functions

Lead all aspects of pilot recruitment, onboarding, training, standardization, mentoring, and performance management.
Ensure all flight operations comply with FAA regulations, company policies, Operations Specifications, and Standard Operating Procedures (SOPs).
Oversee pilot qualifications, certifications, training records, and FAA compliance to ensure all flight crew members remain current and operationally ready.
Manage flight scheduling, crew assignments, duty time compliance, and operational control to support safe and efficient flight operations.
Maintain aircraft manuals, flight publications, checklists, and operational documents to ensure crews have accurate and up-to-date information.
Partner with the Director of Operations, Director of Maintenance, and cross-functional teams to support aircraft availability, regulatory compliance, and daily operations.
Lead FAA compliance efforts by supporting audits, inspections, reporting, and continuous adherence to company manuals and Operations Specifications.
Champion the company's Safety Management System (SMS) by promoting hazard reporting, mentoring pilots, communicating operational updates, and fostering accountability across the flight department.

Requirements:

Minimum three (3) years of recent Pilot in Command (PIC) experience under 14 CFR Part 121 or Part 135, including recent Cessna Caravan (C208) PIC experience within the past three (3) to five (5) years.
Commercial Pilot Certificate with appropriate ratings (ATP preferred).
Previous Chief Pilot or Assistant Chief Pilot experience is preferred. Candidates serving as Chief Pilot for the first time must meet the qualification requirements of 14 CFR §119.71.
Demonstrated leadership experience with the ability to mentor pilots, promote safety, and lead a high-performing flight department.
Must be willing and able to travel to various parts of the United States, Caribbean, and Canada for periods of days to weeks as required for training, repairs or other business needs.
Excellent communication, organizational, and interpersonal skills.
Ability to meet all FAA, company, General Operations Manual (GOM), Operations Specifications, training, checking, and qualification requirements.

Work Schedule

This is a full-time, salaried leadership position supporting a 7 day week Part 135 operation.
Must be available to work weekends, holidays, and outside normal business hours as operational needs require.
Maintain an active leadership presence and provide operational support outside normal business hours as needed.

Compensation & Benefits

Competitive salaried leadership position with additional flight pay for hours flown.
Medical, dental, and vision insurance
Company-paid life insurance
Company-paid short-term and long-term disability insurance
Voluntary benefits including pet insurance, legal services, identity theft protection, and Employee Assistance Program (EAP)
SIMPLE IRA with company match (if that's what Makers Air offers)
Paid time off and company holidays
Professional development and recurrent training
Employee travel privileges and company discounts

Quick Apply

Refine Your Search

Chief Pilot jobs

Chief Pilot

Chief Pilot - Part 91 & Part 135 Operations

Chief Pilot - Certified Flight Instructor

Fire Boss Chief Pilot

Chief Pilot - US

Chief Pilot - Autonomy Commercial Operations

Chief Pilot

Assistant Chief Pilot (1099 Contractor)

Chief Pilot

0025 - Chief Pilot

Assistant Chief Pilot - Naples FL

Chief Pilot (Part 121)

Assistant Chief Pilot

Northeast Regional Chief Pilot

CHIEF PILOT - UNCLASSIFIED

Chief Pilot

Jet Aviation Staffing-Chief Pilot

Chief Pilot

LIFT Academy - Chief Flight Instructor

Senior Assistant Chief Flight Instructor

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